Highly efficient and eco-friendly gold-catalyzed synthesis of homoallylic ketones

Adrián Gómez-Suárez, Danila Gasperini, Sai V. C. Vummaleti, Albert Poater, Luigi Cavallo, Steven P. Nolan

Research output: Contribution to journalArticlepeer-review

41 Scopus citations

Abstract

We report a new catalytic protocol for the synthesis of γ,δ-unsaturated carbonyl units from simple starting materials, allylic alcohols and alkynes, via a hydroxalkoxylation/Claisen rearrangement sequence. This new process is more efficient (higher TON and TOF) and more eco-friendly (increased mass efficiency) than the previous state-of-the-art technique. In addition, this method tolerates both terminal and internal alkynes. Moreover, computational studies have been carried out in order to shed light on how the Claisen rearrangement is initiated. © 2014 American Chemical Society.
Original languageEnglish (US)
Pages (from-to)2701-2705
Number of pages5
JournalACS Catalysis
Volume4
Issue number8
DOIs
StatePublished - Jul 15 2014

ASJC Scopus subject areas

  • Catalysis

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